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If you're interested in philosophy find the Philosophy of "X" that is really grabbing you and go from there. I was really interested in Consciousness and the more I dug into the literature the more philosophy that I found myself appreciating. For me it was Philosophy of Mind, to Philosophy of Science, to just straight up Philosophy. If you have a particular focus explore it and you'll eventually find yourself totally absorbed in philosophy.

Don't worry if you don't get him immediately, his approach is very difficult to grasp.

If you're interested check out Groundless Grounds by Lee Braver. Easily one of the best resources on Wittgenstein's early and later thought. He also gets into Heidegger and why he's important. Great book.

This is key, our knowledge rests not on propositions about dollars and value, but from our activity. We are sure in our knowledge about dollars because we go out and spend them.

From On Certainty 204:

Giving Grounds, However, Justifying the evidence, comes to an end;-but the end is not certain propositions; striking us immediately as true, i.e. it is not a kind of seeing on our part; it is our acting, which lies at the bottom of the language-game.